At that time, the institution was a Protestant missionary school, where he spent several years under the direction of Christian ministers John Fawcett Pogue and Sereno E. Bishop.

[2] Kaulukoʻu successfully ran for office to the House of Representatives of the Legislature of the Kingdom of Hawaii in 1880, being re-elected in 1882 and 1884.

[3][4] In 1882, Kalākaua appointed him secretary to John Mākini Kapena, to participate in contract labor negotiations with Japan.

[5] After Antone Rosa was appointed Attorney General a short time later, Kaulukoʻu went into private law practice.

[6][7] Later, Kaulukoʻu switched his stance against the overthrow and was elected to the House of Representatives of the Republic of Hawaii, and served as the Speaker for the legislative session February 16 – July 7, 1898.